K2753

(±)-Ketamine hydrochloride

Name: (±)-Ketamine hydrochloride
Brand: SIGMA

≥99% (HPLC), solid, NMDA glutamate receptor antagonist

Synonym(s):

(±)-2-(2-Chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₆ClNO · HCl

CAS Number:

1867-66-9

Molecular Weight:

274.19

NACRES:

NA.77

PubChem Substance ID:

24896222

UNSPSC Code:

12352116

EC Number:

217-484-6

MDL number:

MFCD00051420

Key Documents

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Product Name

(±)-Ketamine hydrochloride, solid

Quality Level

200

InChI

1S/C13H16ClNO.ClH/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14;/h2-3,6-7,15H,4-5,8-9H2,1H3;1H

InChI key

VCMGMSHEPQENPE-UHFFFAOYSA-N

SMILES string

Cl.CNC1(CCCCC1=O)c2ccccc2Cl

form

solid

drug control

USDEA Schedule III; stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain)

storage temp.

2-8°C

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444)

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Bioactive Small Molecules

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Show Differences

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This Item	Y0000450	SML1875	SML1873
Sigma-Aldrich K2753 (±)-Ketamine hydrochloride	Y0000450 Ketamine hydrochloride	Sigma-Aldrich SML1875 (2S,6S)-Hydroxynorketamine hydrochloride	Sigma-Aldrich SML1873 (2R,6R)-Hydroxynorketamine hydrochloride
form solid	form -	form powder	form powder
drug control USDEA Schedule III; stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain)	drug control -	drug control -	drug control -
Quality Level 200	Quality Level -	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
Gene Information human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444)	Gene Information human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444)	Gene Information -	Gene Information -

Biochem/physiol Actions

Selective NMDA glutamate receptor antagonist; veterinary anesthetic.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

GHS07

signalword

Warning

hcodes

H302,H336

pcodes

P261 - P264 - P271 - P301 + P312 - P304 + P340 + P312 - P403 + P233

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

target_organs

Central nervous system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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A ghrelin receptor agonist is an effective colokinetic in rats with diet-induced constipation.

R V Pustovit et al.

Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 27(5), 610-617 (2015-01-24)

Despite constipation being a common problem, the treatments that are available have side effects and are only partly effective. Recent studies show that centrally penetrant ghrelin receptor agonists cause defecation in humans and other species. Here, we describe some features

Bilateral central pain sensitization in rats following a unilateral thalamic lesion may be treated with high doses of ketamine.

Aude Castel et al.

BMC veterinary research, 9, 59-59 (2013-03-30)

Central post-stroke pain is a neuropathic pain condition caused by a vascular lesion, of either ischemic or hemorrhagic origin, in the central nervous system and more precisely involving the spinothalamocortical pathway responsible for the transmission of painful sensations. Few animal

Streptococcal M1 protein triggers chemokine formation, neutrophil infiltration, and lung injury in an NFAT-dependent manner.

Songen Zhang et al.

Journal of leukocyte biology, 97(6), 1003-1010 (2015-01-15)

Streptococcus pyogenes of the M1 serotype can cause STSS, which is associated with significant morbidity and mortality. The purpose of the present study was to examine the role of NFAT signaling in M1 protein-induced lung injury. NFAT-luc mice were treated

Imaging patients with psychosis and a mouse model establishes a spreading pattern of hippocampal dysfunction and implicates glutamate as a driver.

Scott A Schobel et al.

Neuron, 78(1), 81-93 (2013-04-16)

The hippocampus in schizophrenia is characterized by both hypermetabolism and reduced size. It remains unknown whether these abnormalities are mechanistically linked. Here we addressed this question by using MRI tools that can map hippocampal metabolism and structure in patients and

Histone deacetylase regulates trypsin activation, inflammation, and tissue damage in acute pancreatitis in mice.

Hannes Hartman et al.

Digestive diseases and sciences, 60(5), 1284-1289 (2014-12-11)

The onset of acute pancreatitis (AP) is characterized by early protease activation followed by inflammation and organ damage, but the mechanisms are poorly understood. We hypothesized that histone deacetylase (HDAC) inhibition might exert protective effects on AP and investigated the

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